US10005736B1 - Pyridine and pyrimidine derivatives - Google Patents
Pyridine and pyrimidine derivatives Download PDFInfo
- Publication number
- US10005736B1 US10005736B1 US15/891,922 US201815891922A US10005736B1 US 10005736 B1 US10005736 B1 US 10005736B1 US 201815891922 A US201815891922 A US 201815891922A US 10005736 B1 US10005736 B1 US 10005736B1
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- benzamide
- tert
- butyl
- propan
- compound
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- ISSGFMGCJBHWCT-UHFFFAOYSA-N CC(C)(C)NC(=O)C1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C2=CC=C(F)C(F)=C2)=C1 Chemical compound CC(C)(C)NC(=O)C1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C2=CC=C(F)C(F)=C2)=C1 ISSGFMGCJBHWCT-UHFFFAOYSA-N 0.000 description 1
- KCIHZYZBUNMRJZ-UHFFFAOYSA-N CC(C)(C)NC(=O)C1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C2=CC=C(F)C=C2)=C1 Chemical compound CC(C)(C)NC(=O)C1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C2=CC=C(F)C=C2)=C1 KCIHZYZBUNMRJZ-UHFFFAOYSA-N 0.000 description 1
- QLWCIDDCIFUXSY-UHFFFAOYSA-N CC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1 Chemical compound CC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1 QLWCIDDCIFUXSY-UHFFFAOYSA-N 0.000 description 1
- WKCHGBYDHMECQA-UHFFFAOYSA-N CC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(F)C=C2)=C1 Chemical compound CC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(F)C=C2)=C1 WKCHGBYDHMECQA-UHFFFAOYSA-N 0.000 description 1
- AWEIUYNPTFMPPS-UHFFFAOYSA-N CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1)C(F)(F)F Chemical compound CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1)C(F)(F)F AWEIUYNPTFMPPS-UHFFFAOYSA-N 0.000 description 1
- ALHRASUJZQRHMQ-UHFFFAOYSA-N CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1)C1CC1 Chemical compound CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(Cl)C=C2)=C1)C1CC1 ALHRASUJZQRHMQ-UHFFFAOYSA-N 0.000 description 1
- KSQVMTIHERLEEG-UHFFFAOYSA-N CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(F)C=C2)=C1)C1CC1 Chemical compound CC(C)(NC(=O)C1=CC(I)=CC(C2=CC=C(F)C=C2)=C1)C1CC1 KSQVMTIHERLEEG-UHFFFAOYSA-N 0.000 description 1
- CRIPULLKBSDLQK-UHFFFAOYSA-N CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)C#N)=C1 Chemical compound CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)C#N)=C1 CRIPULLKBSDLQK-UHFFFAOYSA-N 0.000 description 1
- XDUPEOGYZOZLRM-UHFFFAOYSA-N CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)C)=C1 Chemical compound CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)C)=C1 XDUPEOGYZOZLRM-UHFFFAOYSA-N 0.000 description 1
- GHYMXCOZEYHQIH-UHFFFAOYSA-N CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)CO)=C1 Chemical compound CC(C)C1=NC=NC=C1C1=CC(I)=CC(C(=O)NC(C)(C)CO)=C1 GHYMXCOZEYHQIH-UHFFFAOYSA-N 0.000 description 1
- FUQOHOYBHQDFOB-UHFFFAOYSA-N CC1(CC(=O)C2=CC(I)=CC(C3=CC=C(Cl)C=C3)=C2)CCS(=O)(=O)C1 Chemical compound CC1(CC(=O)C2=CC(I)=CC(C3=CC=C(Cl)C=C3)=C2)CCS(=O)(=O)C1 FUQOHOYBHQDFOB-UHFFFAOYSA-N 0.000 description 1
- SAEORZDQJWNWQL-UHFFFAOYSA-N CCC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(C)C=C2)=C1 Chemical compound CCC(C)(C)NC(=O)C1=CC(I)=CC(C2=CC=C(C)C=C2)=C1 SAEORZDQJWNWQL-UHFFFAOYSA-N 0.000 description 1
- IPDCNZLCYNESFP-UHFFFAOYSA-N CCC1=C(C2=CC(C3=CC=C(C(F)(F)F)C=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 Chemical compound CCC1=C(C2=CC(C3=CC=C(C(F)(F)F)C=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 IPDCNZLCYNESFP-UHFFFAOYSA-N 0.000 description 1
- KHGABAKNMSGNCJ-UHFFFAOYSA-N CCC1=C(C2=CC(C3=CC=C(F)C(F)=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 Chemical compound CCC1=C(C2=CC(C3=CC=C(F)C(F)=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 KHGABAKNMSGNCJ-UHFFFAOYSA-N 0.000 description 1
- LMEUAIUOBVXJDH-UHFFFAOYSA-N CCC1=C(C2=CC(C3=CC=C(F)C=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 Chemical compound CCC1=C(C2=CC(C3=CC=C(F)C=C3)=CC(C(=O)CC(C)(C)C)=C2)C=NC=N1 LMEUAIUOBVXJDH-UHFFFAOYSA-N 0.000 description 1
- JFOAPTKFBDVMTF-UHFFFAOYSA-N CCc(ncnc1)c1-c1cc(C(NC(C)(C)C)=O)cc(-c(cc2)cc(F)c2F)c1 Chemical compound CCc(ncnc1)c1-c1cc(C(NC(C)(C)C)=O)cc(-c(cc2)cc(F)c2F)c1 JFOAPTKFBDVMTF-UHFFFAOYSA-N 0.000 description 1
- MDFYSFSPJRADRG-UHFFFAOYSA-N O=C(O)C1=CC(C2=C(C3CC3)N=CN=C2)=CC(C2=CC=C(Cl)C=C2)=C1 Chemical compound O=C(O)C1=CC(C2=C(C3CC3)N=CN=C2)=CC(C2=CC=C(Cl)C=C2)=C1 MDFYSFSPJRADRG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/56—Amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
- C07D239/36—One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
Definitions
- the present invention relates to compounds of formula I and to their pharmaceutically acceptable salts, to their use in the treatment of psychiatric disorders such as schizophrenia, bipolar disorder, obsessive-compulsive disorder or autism spectrum disorder, to compounds of formulas I, IA, IB, IC, ID, IE, IF and IG as pharmaceutically active substances, to the processes for their production as well as to their use in the treatment or prevention of disorders, relating to EAAT3 inhibitors, such as schizophrenia, bipolar disorder, obsessive-compulsive disorder or autism spectrum disorder and to pharmaceutical compositions containing the compounds of formula IA
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15180759 | 2015-08-12 | ||
| EP15180759 | 2015-08-12 | ||
| EP15180759.1 | 2015-08-12 | ||
| PCT/EP2016/068919 WO2017025523A1 (en) | 2015-08-12 | 2016-08-09 | Pyridine and pyrimidine derivatives |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2016/068919 Continuation WO2017025523A1 (en) | 2015-08-12 | 2016-08-09 | Pyridine and pyrimidine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| US20180162824A1 US20180162824A1 (en) | 2018-06-14 |
| US10005736B1 true US10005736B1 (en) | 2018-06-26 |
Family
ID=53835950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US15/891,922 Active US10005736B1 (en) | 2015-08-12 | 2018-02-08 | Pyridine and pyrimidine derivatives |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10005736B1 (ja) |
| EP (1) | EP3334727B1 (ja) |
| JP (1) | JP6754828B2 (ja) |
| CN (1) | CN107922391B (ja) |
| AR (1) | AR105662A1 (ja) |
| HK (1) | HK1251226A1 (ja) |
| TW (1) | TW201718499A (ja) |
| WO (1) | WO2017025523A1 (ja) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10155741B2 (en) * | 2015-10-28 | 2018-12-18 | Hoffmann-La Roche Inc. | Pyridine or pyrimidine derivatives |
| US10273217B2 (en) | 2015-10-06 | 2019-04-30 | Hoffmann-La Roche Inc. | Triazole derivatives |
| US10457663B2 (en) | 2016-02-02 | 2019-10-29 | Hoffmann-La Roche Inc. | Pyrazol-pyridine derivatives |
| US10457644B2 (en) | 2016-05-27 | 2019-10-29 | Hoffman-La Roche Inc. | Pyrazol compounds as EAAT3 inhibitors |
| US10556870B2 (en) | 2016-10-14 | 2020-02-11 | Hoffmann-La Roche Inc. | Imidazole compounds as EAAT3 inhibitors |
| US10577332B2 (en) | 2015-04-23 | 2020-03-03 | Hoffmann-La Roche Inc. | Tetrazole derivatives |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010033168A2 (en) | 2008-09-18 | 2010-03-25 | Renovis, Inc. | Amide compounds, compositions and uses thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080021024A1 (en) * | 2006-06-29 | 2008-01-24 | Alantos Pharmaceuticals Holding, Inc. | Metalloprotease inhibitors |
| EP2358371B1 (en) * | 2008-10-31 | 2015-02-11 | Merck Sharp & Dohme Corp. | P2x3, receptor antagonists for treatment of pain |
-
2016
- 2016-08-09 WO PCT/EP2016/068919 patent/WO2017025523A1/en active Application Filing
- 2016-08-09 CN CN201680044820.8A patent/CN107922391B/zh not_active Expired - Fee Related
- 2016-08-09 EP EP16748125.8A patent/EP3334727B1/en not_active Not-in-force
- 2016-08-09 JP JP2018506863A patent/JP6754828B2/ja not_active Expired - Fee Related
- 2016-08-10 AR ARP160102450A patent/AR105662A1/es unknown
- 2016-08-11 TW TW105125661A patent/TW201718499A/zh unknown
-
2018
- 2018-02-08 US US15/891,922 patent/US10005736B1/en active Active
- 2018-08-17 HK HK18110578.9A patent/HK1251226A1/zh unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010033168A2 (en) | 2008-09-18 | 2010-03-25 | Renovis, Inc. | Amide compounds, compositions and uses thereof |
Non-Patent Citations (2)
| Title |
|---|
| Bridges Richard J. et al., "The excitatory amino acid transporters: pharmacological insights on substrate and inhibitor specificity of the EAAT subtypes" Pharmacology & Therapeutics 107(3):271-285 (Sep. 1, 2005). |
| ISR for PCT/EP2016/068919 (Oct. 4, 2016). |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10577332B2 (en) | 2015-04-23 | 2020-03-03 | Hoffmann-La Roche Inc. | Tetrazole derivatives |
| US10273217B2 (en) | 2015-10-06 | 2019-04-30 | Hoffmann-La Roche Inc. | Triazole derivatives |
| US10155741B2 (en) * | 2015-10-28 | 2018-12-18 | Hoffmann-La Roche Inc. | Pyridine or pyrimidine derivatives |
| US10457663B2 (en) | 2016-02-02 | 2019-10-29 | Hoffmann-La Roche Inc. | Pyrazol-pyridine derivatives |
| US10457644B2 (en) | 2016-05-27 | 2019-10-29 | Hoffman-La Roche Inc. | Pyrazol compounds as EAAT3 inhibitors |
| US10556870B2 (en) | 2016-10-14 | 2020-02-11 | Hoffmann-La Roche Inc. | Imidazole compounds as EAAT3 inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2017025523A1 (en) | 2017-02-16 |
| CN107922391B (zh) | 2020-09-25 |
| US20180162824A1 (en) | 2018-06-14 |
| CN107922391A (zh) | 2018-04-17 |
| TW201718499A (zh) | 2017-06-01 |
| EP3334727B1 (en) | 2019-05-15 |
| EP3334727A1 (en) | 2018-06-20 |
| HK1251226A1 (zh) | 2019-01-25 |
| JP2018522916A (ja) | 2018-08-16 |
| JP6754828B2 (ja) | 2020-09-16 |
| AR105662A1 (es) | 2017-10-25 |
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| US10092546B2 (en) | Imidazole derivatives | |
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